4-hydroxy-5-oxohexanoic acid | 16899-49-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 4-hydroxy-5-oxohexanoic acid
• 英文别名: 5-Keto-4-hydroxyhexanoic acid
• CAS: 16899-49-3
• 化学式: C₆H₁₀O₄
• 分子量: 146.143
• InChiKey: CHXGQTFLCXREAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  alpha-酮戊二酸 、 丙酮酸 在 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase 、 焦磷酸硫胺素 、 magnesium chloride 作用下， 以 aq. phosphate buffer 、 重水 为溶剂， 生成 4-hydroxy-5-oxohexanoic acid
  参考文献：
  名称：

  α-Hydroxy-β-keto acid rearrangement–decarboxylation: impact on thiamine diphosphate-dependent enzymatic transformations

  摘要：

  依赖硫胺二磷酸（ThDP）的MenD催化α-酮戊二酸与丙酮酸的反应，选择性地形成4-羟基-5-氧代己酸2，这似乎与生理底物α-酮戊二酸的酰基供体角色不一致。相比之下，α-酮戊二酸与乙醛的反应仅生成预期的5-羟基-4-氧代区位异构体1。这些反应通过核磁共振（NMR）和圆二色谱（CD）进行了研究，结果表明，与丙酮酸的反应中，观察到的区位选择性是由于最初形成的α-羟基-β-酮酸的重排-脱羧反应，而不是供体-受体底物角色的变化。进一步针对其他依赖ThDP的酶进行的实验，如YerE、SucA和CDH，验证了这种退化性脱羧反应可以与ThDP依赖的酶促转化中常见的酰醇的较低对映选择性相关。

  DOI：

  10.1039/c2ob26981c

文献信息

• METHOD FOR PRODUCING POLYHYDRIC PHENOL
  申请人：Kitagawa Hideo

  公开号：US20120046498A1

  公开（公告）日：2012-02-23

  The present invention is a method for producing a polyhydric phenol, including the following steps (a) to (d): (a) a first step of producing (4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexcene- 1 -one from 2-deoxy-scyllo-inosose by a dehydration reaction; (b) a second step of producing 1,2,4-trihydroxybenzene from the (4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexene- 1 -one obtained in the first step by a dehydration reaction; (c) a third step of producing 4-hydroxycyclohexane-1,3-dione from the 1,2,4-trihydroxybenzene by a catalytic hydrogenation reaction with the use of a metal catalyst; and (d) a fourth step of producing hydroquinone by heating the 4-hydroxycyclohexane-1,3-dione.

  本发明涉及一种生产多羟基苯酚的方法，包括以下步骤（a）至（d）：（a）第一步，通过脱水反应从2-去氧-赤藓糖生成（4S，5R，6S）-4,5,6-三羟基-2-环己烯-1-酮；（b）第二步，通过脱水反应从第一步得到的（4S，5R，6S）-4,5,6-三羟基-2-环己烯-1-酮生成1,2,4-三羟基苯；（c）第三步，使用金属催化剂进行催化氢化反应，从1,2,4-三羟基苯生成4-羟基环己烷-1,3-二酮；（d）第四步，通过加热4-羟基环己烷-1,3-二酮生成对苯二酚。
• Production of alcoholic beverages
  申请人：KIRIN BEER KABUSHIKI KAISHA

  公开号：EP0160442A2

  公开（公告）日：1985-11-06

  Disclosed is a modification of production of alcoholic beverages such as beer or wine by subjecting to fermentation by means of a facultative anaerobic microorganism such as a yeast a substrate liquor to the microorganism, which modification comprises conducting at least a part of the fermentation under such an anaerobic condition that the content of the dissolved oxygen in the substrate liquor is held at a restricted level thereby to reduce the content of diacetyls which imparts a disagreeable odor to the alcoholic beverages produced. The anaerobic fermentation makes it possible to use a yeast in high concentration without entailing the increase in the quantity of the diacetyls. Typically, the fermentation is conducted in two zones; one zone being conducted under the conditions that the yeast is proliferating while the other under the conditions that the yeast is not proliferating.

  本发明公开了一种生产啤酒或葡萄酒等酒精饮料的改良方法，即利用兼性厌氧微生物（如酵母菌）对该微生物的基质液进行发酵，该改良方法包括在厌氧条件下进行至少部分发酵，使基质液中的溶解氧含量保持在一定水平，从而减少二乙酰的含量，二乙酰会给生产的酒精饮料带来令人讨厌的气味。厌氧发酵可以使用高浓度的酵母，而不会增加二乙酰的含量。发酵通常在两个区域进行，一个区域在酵母增殖的条件下进行，另一个区域在酵母不增殖的条件下进行。
• Novel herbicide tolerant plants
  申请人：CIBA-GEIGY AG

  公开号：EP0360750A2

  公开（公告）日：1990-03-28

  Plant cells and plants are described which are tolerant to a herbicidal acetohydroxyacid synthase (AHAS) inhibitor, for example to a sulfonylurea, imidazolinone or triazolo­pyrimidine herbicide, wherein said tolerance is caused by an increased level of AHAS enzyme. Plant cells of the invention may be obtained by selection procedures or by genetic engineering. Further described are recombinant DNA useful in preparing said plant cells, methods of preparation of said plant cells, plants, seeds and other propagules and methods of controlling weed in a plantation consisting of plants of the invention.

  本发明描述了对除草剂乙酰羟基酸合成酶（AHAS）抑制剂（例如磺酰脲类、咪唑啉酮类或三唑并嘧啶类除草剂）具有耐受性的植物细胞和植物，其中所述耐受性是由 AHAS 酶水平的增加引起的。本发明的植物细胞可通过选择程序或基因工程获得。进一步描述了用于制备所述植物细胞的重组 DNA，制备所述植物细胞、植物、种子和其它繁殖体的方法，以及在由本发明植物组成的种植园中控制杂草的方法。
• AHAS inhibiting herbicide resistant wheat and method for selection thereof
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0508161A1

  公开（公告）日：1992-10-14

  This invention is directed to a screening method for the selection of mutations which confer acetohydroxyacid synthase (AHAS) inhibiting herbicide resistance to wheat. After mutagenesis of wheat seeds, the seeds are soaked in an AHAS inhibiting herbicide-containing solution containing a particular class of AHAS inhibiting herbicide. After planting, the soil containing the seeds is sprayed with an AHAS inhibiting herbicide of the same class as that used in the seed soak step prior to the emergence of the seedlings from the soil. Those wheat seedlings which emerge and are normal in appearance demonstrate resistance to the class of AHAS inhibiting herbicides used in the seed soak and spraying steps. This invention is also directed to the wheat selections and seeds identified by the screening method.

  本发明涉及一种筛选方法，用于选择使小麦具有乙酰羟基酸合成酶（AHAS）抑制除草剂抗性的突变。诱变小麦种子后，将种子浸泡在含有 AHAS 抑制性除草剂的溶液中，该溶液含有特定类别的 AHAS 抑制性除草剂。播种后，在秧苗出土前，在含有种子的土壤中喷洒与浸种步骤中使用的同类 AHAS 抑制除草剂。出苗且外观正常的麦苗对浸种和喷洒步骤中使用的 AHAS 抑制除草剂具有抗性。本发明还涉及通过筛选方法确定的小麦品种和种子。
• Biological screens for detection of herbicides
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0608722A1

  公开（公告）日：1994-08-03

  This invention pertains to novel protocols for the screening and rapid identification of compounds that specifically inhibit a predetermined enzyme or metabolic target site or pathway that is specific to plants. Enzymes which are specifically or indirected affected by the novel screens include glutamine synthetase (GS), 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase (DAHP), dihydrodipicolinate synthase (DHPS), acetohydroxyacid synthase (AHAS) and phosphoribosyl anthranilate transferase (PAT). The enzymatic pathways targeted by the novel screening protocols are unique to plants, bacteria and fungi and are present at low levels. Thus, inhibiting these enzymes should present little or no toxicity to humans or animals. The screens provide an efficient and rapid method for assessing the herbicidal potential of test compounds. Lead compounds identified by the novel screening protocols can be used as herbicides to inhibit growth.

  本发明涉及筛选和快速鉴定特异性抑制植物特有的预定酶或代谢靶点或途径的化合物的新方案。新型筛选方法特异或间接影响的酶包括谷氨酰胺合成酶 (GS)、3-脱氧-D-阿拉伯比诺-庚酮酸 7-磷酸合成酶 (DAHP)、二氢二环戊二酸合成酶 (DHPS)、乙酰羟基酸合成酶 (AHAS) 和磷酸核糖基蒽醌转移酶 (PAT)。新型筛选方案所针对的酶途径是植物、细菌和真菌所独有的，而且含量较低。因此，抑制这些酶应该对人类或动物几乎没有毒性。这些筛选为评估试验化合物的除草潜力提供了一种高效、快速的方法。通过新型筛选方案确定的先导化合物可用作抑制生长的除草剂。